DOI: 10.1002/ange.201202155. Rewiring Chemistry: Algorithmic Discovery and Experimental Validation of One‐Pot Reactions in the Network of Organic Chemistry

Rewiring Chemistry: Algorithmic Discovery and Experimental Validation of One‐Pot Reactions in the Network of Organic Chemistry

10.1002/ange.201202155

Crossref journal-article

Wiley

Angewandte Chemie (311)

Bibliography

Gothard, C. M., Soh, S., Gothard, N. A., Kowalczyk, B., Wei, Y., Baytekin, B., & Grzybowski, B. A. (2012). Rewiring Chemistry: Algorithmic Discovery and Experimental Validation of OneâPot Reactions in the Network of Organic Chemistry. Angewandte Chemie, 124(32), 8046â8051. Portico.

Authors 7

Chris M. Gothard (first)
Siowling Soh (additional)
Nosheen A. Gothard (additional)
Bartlomiej Kowalczyk (additional)
Yanhu Wei (additional)
Bilge Baytekin (additional)
Bartosz A. Grzybowski (additional)

References 53 Referenced 33

10.1002/ange.200502272
10.1002/anie.200502272
10.1002/ange.200600881
10.1002/anie.200600881
10.1002/poc.1535
10.1039/c2sc00011c
10.1038/nchem.136
10.1039/a707429h
10.1021/jo800035v
10.1021/ja052969z
10.1021/cr020018n
10.1039/c1cc12067k
10.1021/cr0505728
10.1002/ange.200802532
10.1002/anie.200802532
For optimally timed addition of reagents/solvents in one‐pot reactions see for example:
10.1002/ange.201006867
10.1002/anie.201006867
10.1021/ja108247t
10.1126/science.1166401
10.1002/ange.201100059
10.1002/anie.201100059
10.1021/ja1049862
For discussion of one‐pot reactions maximizing “atom economy” and “step economy” see:
10.1002/ange.200806086
10.1002/anie.200806086
10.1021/ar700155p
10.1039/b821200g
10.1021/jo1006812
10.1126/science.1962206
For examples of one‐pot reactions where both the order and time in which each reagent is added are important see:
10.1002/ange.19931050204
10.1002/anie.199301313
10.1021/jo201561t
This (and other filter tables in the Supporting Information) was constructed by independent analyses by five Ph.D.‐level organic chemists (the authors); the reactive/unreactive classifications of all entries were then reached by consensus and assuming typical reaction conditions.
10.1016/j.bmc.2005.05.031
10.1039/b509528j
Amgen Inc. Patent US2010/331293A1 2010;
Amgen Inc. Patent WO2010/151737A2 2010.
10.1111/j.1440-1843.2008.01369.x
10.1038/nmat1699
{'key': 'e_1_2_2_38_2', 'first-page': '1360', 'volume': '132', 'author': 'Li Z.', 'year': '2010', 'journal-title': 'J. Am. Chem. Soc.'} / J. Am. Chem. Soc. by Li Z. (2010)
Disclosure: B.A.G. is the founder and President of the GSI company that will market this software; he is also the C.S.O of ProChimia Surfaces (see analyses in the next Communication). See also the movie posted at:http://dysa.northwestern.edu/chematica‐demonstration.html and also the Supporting Information Section 6).
{'key': 'e_1_2_2_40_2', 'first-page': '386', 'volume': '71', 'author': 'Ugi I.', 'year': '1959', 'journal-title': 'Angew. Chem.'} / Angew. Chem. by Ugi I. (1959)
10.1351/pac198860111573
10.1002/ange.19931050207
10.1002/anie.199302011
M. Kowalik C. Gothard A. M. Drews N. Gothard A. Wieckiewicz P. E. Fuller B. A. Grzybowski K. J. M. Bishop Angew. Chem.2012 124 8052;Angew. Chem. Int. Ed.2012 51 7928; (10.1002/anie.201202209)
P. E. Fuller C. Gothard N. Gothard A. Wieckiewicz B. A. Grzybowski Angew. Chem.2012 124 8057;Angew. Chem. Int. Ed.2012 51 7933. (10.1002/anie.201202210)

Dates

Type	When
Created	13 years, 1 month ago (July 13, 2012, 6:06 p.m.)
Deposited	1 year, 10 months ago (Oct. 17, 2023, 6:34 p.m.)
Indexed	1 month, 2 weeks ago (July 11, 2025, 9:22 p.m.)
Issued	13 years, 1 month ago (July 13, 2012)
Published	13 years, 1 month ago (July 13, 2012)
Published Online	13 years, 1 month ago (July 13, 2012)
Published Print	13 years ago (Aug. 6, 2012)

Funders 0

None

BibTeX

@article{Gothard_2012, title={Rewiring Chemistry: Algorithmic Discovery and Experimental Validation of One‐Pot Reactions in the Network of Organic Chemistry}, volume={124}, ISSN={1521-3757}, url={http://dx.doi.org/10.1002/ange.201202155}, DOI={10.1002/ange.201202155}, number={32}, journal={Angewandte Chemie}, publisher={Wiley}, author={Gothard, Chris M. and Soh, Siowling and Gothard, Nosheen A. and Kowalczyk, Bartlomiej and Wei, Yanhu and Baytekin, Bilge and Grzybowski, Bartosz A.}, year={2012}, month=jul, pages={8046–8051} }

JSON

{
  "indexed": {
    "date-parts": [
      [
        2025,
        7,
        12
      ]
    ],
    "date-time": "2025-07-12T01:22:10Z",
    "timestamp": 1752283330335
  },
  "reference-count": 53,
  "publisher": "Wiley",
  "issue": "32",
  "license": [
    {
      "start": {
        "date-parts": [
          [
            2012,
            7,
            13
          ]
        ],
        "date-time": "2012-07-13T00:00:00Z",
        "timestamp": 1342137600000
      },
      "content-version": "vor",
      "delay-in-days": 0,
      "URL": "http://onlinelibrary.wiley.com/termsAndConditions#vor"
    }
  ],
  "content-domain": {
    "domain": [],
    "crossmark-restriction": false
  },
  "published-print": {
    "date-parts": [
      [
        2012,
        8,
        6
      ]
    ]
  },
  "DOI": "10.1002/ange.201202155",
  "type": "journal-article",
  "created": {
    "date-parts": [
      [
        2012,
        7,
        13
      ]
    ],
    "date-time": "2012-07-13T22:06:09Z",
    "timestamp": 1342217169000
  },
  "page": "8046-8051",
  "source": "Crossref",
  "is-referenced-by-count": 33,
  "title": "Rewiring Chemistry: Algorithmic Discovery and Experimental Validation of One\u2010Pot Reactions in the Network of Organic Chemistry",
  "prefix": "10.1002",
  "volume": "124",
  "author": [
    {
      "given": "Chris M.",
      "family": "Gothard",
      "sequence": "first",
      "affiliation": []
    },
    {
      "given": "Siowling",
      "family": "Soh",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Nosheen A.",
      "family": "Gothard",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Bartlomiej",
      "family": "Kowalczyk",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Yanhu",
      "family": "Wei",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Bilge",
      "family": "Baytekin",
      "sequence": "additional",
      "affiliation": []
    },
    {
      "given": "Bartosz A.",
      "family": "Grzybowski",
      "sequence": "additional",
      "affiliation": []
    }
  ],
  "member": "311",
  "published-online": {
    "date-parts": [
      [
        2012,
        7,
        13
      ]
    ]
  },
  "reference": [
    {
      "key": "e_1_2_2_1_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.200502272"
    },
    {
      "key": "e_1_2_2_1_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200502272"
    },
    {
      "key": "e_1_2_2_2_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.200600881"
    },
    {
      "key": "e_1_2_2_2_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200600881"
    },
    {
      "key": "e_1_2_2_3_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/poc.1535"
    },
    {
      "key": "e_1_2_2_4_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c2sc00011c"
    },
    {
      "key": "e_1_2_2_5_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1038/nchem.136"
    },
    {
      "key": "e_1_2_2_6_2",
      "unstructured": "\u00a0"
    },
    {
      "key": "e_1_2_2_7_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/a707429h"
    },
    {
      "key": "e_1_2_2_8_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/jo800035v"
    },
    {
      "key": "e_1_2_2_9_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja052969z"
    },
    {
      "key": "e_1_2_2_10_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr020018n"
    },
    {
      "key": "e_1_2_2_11_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/c1cc12067k"
    },
    {
      "key": "e_1_2_2_12_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/cr0505728"
    },
    {
      "key": "e_1_2_2_13_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.200802532"
    },
    {
      "key": "e_1_2_2_13_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200802532"
    },
    {
      "key": "e_1_2_2_14_2",
      "unstructured": "For optimally timed addition of reagents/solvents in one\u2010pot reactions see for example:"
    },
    {
      "key": "e_1_2_2_15_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.201006867"
    },
    {
      "key": "e_1_2_2_15_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.201006867"
    },
    {
      "key": "e_1_2_2_16_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja108247t"
    },
    {
      "key": "e_1_2_2_17_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1126/science.1166401"
    },
    {
      "key": "e_1_2_2_18_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.201100059"
    },
    {
      "key": "e_1_2_2_18_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.201100059"
    },
    {
      "key": "e_1_2_2_19_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ja1049862"
    },
    {
      "key": "e_1_2_2_20_2",
      "unstructured": "For discussion of one\u2010pot reactions maximizing \u201catom economy\u201d and \u201cstep economy\u201d see:"
    },
    {
      "key": "e_1_2_2_21_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.200806086"
    },
    {
      "key": "e_1_2_2_21_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.200806086"
    },
    {
      "key": "e_1_2_2_22_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/ar700155p"
    },
    {
      "key": "e_1_2_2_23_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b821200g"
    },
    {
      "key": "e_1_2_2_24_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/jo1006812"
    },
    {
      "key": "e_1_2_2_25_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1126/science.1962206"
    },
    {
      "key": "e_1_2_2_26_2",
      "unstructured": "For examples of one\u2010pot reactions where both the order and time in which each reagent is added are important see:"
    },
    {
      "key": "e_1_2_2_27_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.19931050204"
    },
    {
      "key": "e_1_2_2_27_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.199301313"
    },
    {
      "key": "e_1_2_2_28_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1021/jo201561t"
    },
    {
      "key": "e_1_2_2_29_2",
      "unstructured": "This (and other filter tables in the Supporting Information) was constructed by independent analyses by five Ph.D.\u2010level organic chemists (the authors); the reactive/unreactive classifications of all entries were then reached by consensus and assuming typical reaction conditions."
    },
    {
      "key": "e_1_2_2_30_2",
      "unstructured": "\u00a0"
    },
    {
      "key": "e_1_2_2_31_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1016/j.bmc.2005.05.031"
    },
    {
      "key": "e_1_2_2_32_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1039/b509528j"
    },
    {
      "key": "e_1_2_2_33_2",
      "unstructured": "\u00a0"
    },
    {
      "key": "e_1_2_2_34_2",
      "unstructured": "Amgen Inc. Patent US2010/331293A1 2010;"
    },
    {
      "key": "e_1_2_2_35_2",
      "unstructured": "Amgen Inc. Patent WO2010/151737A2 2010."
    },
    {
      "key": "e_1_2_2_36_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1111/j.1440-1843.2008.01369.x"
    },
    {
      "key": "e_1_2_2_37_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1038/nmat1699"
    },
    {
      "key": "e_1_2_2_38_2",
      "first-page": "1360",
      "volume": "132",
      "author": "Li Z.",
      "year": "2010",
      "journal-title": "J. Am. Chem. Soc."
    },
    {
      "key": "e_1_2_2_39_2",
      "unstructured": "Disclosure: B.A.G. is the founder and President of the GSI company that will market this software; he is also the C.S.O of ProChimia Surfaces (see analyses in the next Communication). See also the movie posted at:http://dysa.northwestern.edu/chematica\u2010demonstration.html and also the Supporting Information Section\u20056)."
    },
    {
      "key": "e_1_2_2_40_2",
      "first-page": "386",
      "volume": "71",
      "author": "Ugi I.",
      "year": "1959",
      "journal-title": "Angew. Chem."
    },
    {
      "key": "e_1_2_2_41_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1351/pac198860111573"
    },
    {
      "key": "e_1_2_2_42_2",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/ange.19931050207"
    },
    {
      "key": "e_1_2_2_42_3",
      "doi-asserted-by": "publisher",
      "DOI": "10.1002/anie.199302011"
    },
    {
      "key": "e_1_2_2_43_2",
      "unstructured": "\u00a0"
    },
    {
      "key": "e_1_2_2_44_2",
      "doi-asserted-by": "crossref",
      "unstructured": "M. Kowalik C. Gothard A.\u2005M. Drews N. Gothard A. Wieckiewicz P.\u2005E. Fuller B.\u2005A. Grzybowski K.\u2005J.\u2005M. Bishop Angew. Chem.2012 124 8052;Angew. Chem. Int. Ed.2012 51 7928;",
      "DOI": "10.1002/anie.201202209"
    },
    {
      "key": "e_1_2_2_45_2",
      "doi-asserted-by": "crossref",
      "unstructured": "P.\u2005E. Fuller C. Gothard N. Gothard A. Wieckiewicz B.\u2005A. Grzybowski Angew. Chem.2012 124 8057;Angew. Chem. Int. Ed.2012 51 7933.",
      "DOI": "10.1002/anie.201202210"
    }
  ],
  "container-title": "Angewandte Chemie",
  "original-title": [],
  "language": "de",
  "link": [
    {
      "URL": "https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fange.201202155",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "text-mining"
    },
    {
      "URL": "https://onlinelibrary.wiley.com/doi/pdf/10.1002/ange.201202155",
      "content-type": "unspecified",
      "content-version": "vor",
      "intended-application": "similarity-checking"
    }
  ],
  "deposited": {
    "date-parts": [
      [
        2023,
        10,
        17
      ]
    ],
    "date-time": "2023-10-17T22:34:22Z",
    "timestamp": 1697582062000
  },
  "score": 1,
  "resource": {
    "primary": {
      "URL": "https://onlinelibrary.wiley.com/doi/10.1002/ange.201202155"
    }
  },
  "subtitle": [],
  "short-title": [],
  "issued": {
    "date-parts": [
      [
        2012,
        7,
        13
      ]
    ]
  },
  "references-count": 53,
  "journal-issue": {
    "issue": "32",
    "published-print": {
      "date-parts": [
        [
          2012,
          8,
          6
        ]
      ]
    }
  },
  "alternative-id": [
    "10.1002/ange.201202155"
  ],
  "URL": "http://dx.doi.org/10.1002/ange.201202155",
  "relation": {},
  "ISSN": [
    "0044-8249",
    "1521-3757"
  ],
  "subject": [],
  "container-title-short": "Angewandte Chemie",
  "published": {
    "date-parts": [
      [
        2012,
        7,
        13
      ]
    ]
  }
}